Tetrahedron

Fmoc mediated synthesis of peptide nucleic acids

SA Thomson, JA Josey, R Cadilla, MD Gaul…

Index: Thomson, Stephen A.; Josey, John A.; Cadilla, Rodolfo; Gaul, Micheal D.; Hassman, C. Fred; et al. Tetrahedron, 1995 , vol. 51, # 22 p. 6179 - 6194

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Citation Number: 259

Abstract

The syntheses of the Fmoc-protected Peptide Nucleic Acid (PNA) monomer pentafluorophenyl esters of adenine (26), cytosine (23), guanine (29) and thymine (20), and their oligomerization are described. The Fmoc PNA backbone 1 is prepared as a stable hydrochloride salt. The base acetic acids of adenine (4) and cytosine (3) were prepared by Cbz protection of the exocyclic amino groups followed by alkylation with t- ...